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CHEBI:67555 - 15-O-desmethyl-(5Z)-7-oxozeaenol

ChEBI IDCHEBI:67555
ChEBI Name15-O-desmethyl-(5Z)-7-oxozeaenol
Stars
ASCII Name15-O-desmethyl-(5Z)-7-oxozeaenol
DefinitionA macrolide that is a 14-memebered macrocycle fused to a 1,3-dihydroxybenzene. Isolated from Fungi, it exhibits inhibitory activity against NF-κB.
Last Modified6 February 2018
DownloadsMolfile
FormulaC18H20O7
Net Charge0
Average Mass348.351
Monoisotopic Mass348.12090
SMILESC[C@H]1C/C=C\C(=O)[C@@H](O)[C@@H](O)C/C=C/c2cc(O)cc(O)c2C(=O)O1
InChIInChI=1S/C18H20O7/c1-10-4-2-6-13(20)17(23)14(21)7-3-5-11-8-12(19)9-15(22)16(11)18(24)25-10/h2-3,5-6,8-10,14,17,19,21-23H,4,7H2,1H3/b5-3+,6-2-/t10-,14-,17+/m0/s1
InChIKeyPVEKMPNUMRVXDU-DWCLIQAISA-N
Species of MetaboliteComponentSourceComments
Fungi- PubMed (21513293) MeOH-CHCl3(1:1) extract of Mycosynthetix fungus isolated from leaflitter Strain: MSX 63935
Roles Classification
Biological Roles:
NF-kappaB inhibitor  An inhibitor of NF-κB (nuclear factor κ-light-chain-enhancer of activated B cells), a protein complex involved in the transcription of DNA.
fungal metabolite  Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
ChEBI Ontology
Outgoing Relation(s)
15-O-desmethyl-(5Z)-7-oxozeaenol (CHEBI:67555) has role fungal metabolite (CHEBI:76946)
15-O-desmethyl-(5Z)-7-oxozeaenol (CHEBI:67555) has role NF-κB inhibitor (CHEBI:73240)
15-O-desmethyl-(5Z)-7-oxozeaenol (CHEBI:67555) is a macrolide (CHEBI:25106)
15-O-desmethyl-(5Z)-7-oxozeaenol (CHEBI:67555) is a resorcinols (CHEBI:33572)
15-O-desmethyl-(5Z)-7-oxozeaenol (CHEBI:67555) is a secondary alcohol (CHEBI:35681)
15-O-desmethyl-(5Z)-7-oxozeaenol (CHEBI:67555) is a secondary α-hydroxy ketone (CHEBI:2468)
IUPAC Name 
(3S,5Z,8S,9S,11E)-8,9,14,16-tetrahydroxy-3-methyl-3,4,9,10-tetrahydro-1H-2-benzoxacyclotetradecine-1,7(8H)-dione
Citations